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  The stereochemistry of fatty acid hydroxylation by cytochrome P450BM3

Cryle, M., Matovic, N. J., & De Voss, J. J. (2007). The stereochemistry of fatty acid hydroxylation by cytochrome P450BM3. Tetrahedron Letters, 48(1), 133-136. doi:10.1016/j.tetlet.2006.10.136.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-002C-A795-A Version Permalink: https://hdl.handle.net/11858/00-001M-0000-002C-A796-8
Genre: Journal Article
Alternative Title : The stereochemistry of fatty acid hydroxylation by cytochrome P450BM3

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TetrahedronLett_48_2007_133.pdf (Any fulltext), 158KB
 
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 Creators:
Cryle, Max1, Author           
Matovic, Nicholas J., Author
De Voss, James J., Author
Affiliations:
1Department of Biomolecular Mechanisms, Max Planck Institute for Medical Research, Max Planck Society, ou_1497700              

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Free keywords: Cytochrome P450; BM3; CYP102A1; Stereochemistry; Regiochemistry; Oxidation mechanism
 Abstract: The stereochemical preference for the cytochrome P450BM3-catalysed hydroxylation of tetradecanoic and pentadecanoic acids has been determined via comparison with authentic non-racemic standards utilising enantioselective HPLC. The sub-terminal hydroxylation of these fatty acids by P450BM3 is highly selective for the formation of the R-alcohols. This is the same enantioselectivity as is seen for hexadecanoic acid oxidation but contrasts with a previous report of S-hydroxylation of pentadecanoic acid by P450BM3.

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Language(s): eng - English
 Dates: 2006-10-162006-09-022006-10-262006-11-172007-01-01
 Publication Status: Issued
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 664981
DOI: 10.1016/j.tetlet.2006.10.136
URI: http://espace.library.uq.edu.au/view/UQ:127779
URI: http://dx.doi.org/10.1016/j.tetlet.2006.10.136
URI: http://www.sciencedirect.com/science/article/pii/S0040403906021642/pdf?md5=c04d3c1c1458b2328ef989019f3a9ff4&pid=1-s2.0-S0040403906021642-main.pdf
Other: 7111
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Title: Tetrahedron Letters
  Other : Tetrahedron Lett.
Source Genre: Journal
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Publ. Info: Oxford : Pergamon
Pages: - Volume / Issue: 48 (1) Sequence Number: - Start / End Page: 133 - 136 Identifier: ISSN: 0040-4039
CoNE: https://pure.mpg.de/cone/journals/resource/954925448772